(S)-2-((S)-2-((S)-1-((S)-2-((S)-2-((S)-3-(1H-indol-3-yl)-2-(2-(thiophen-2-yl)acetamido)propanamido)-3-(4-methoxyphenyl)propanamido)-5-guanidinopentanoyl)pyrrolidine-2-carboxamido)-5-guanidinopentanamido)succinamide

ID: ALA4102741

PubChem CID: 137657699

Max Phase: Preclinical

Molecular Formula: C48H65N15O9S

Molecular Weight: 1028.21

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(C[C@H](NC(=O)[C@H](Cc2c[nH]c3ccccc23)NC(=O)Cc2cccs2)C(=O)N[C@@H](CCCNC(=N)N)C(=O)N2CCC[C@H]2C(=O)N[C@@H](CCCNC(=N)N)C(=O)N[C@@H](CC(N)=O)C(N)=O)cc1

Standard InChI:  InChI=1S/C48H65N15O9S/c1-72-29-16-14-27(15-17-29)22-36(62-44(69)37(58-40(65)24-30-8-7-21-73-30)23-28-26-57-32-10-3-2-9-31(28)32)43(68)60-34(12-5-19-56-48(53)54)46(71)63-20-6-13-38(63)45(70)59-33(11-4-18-55-47(51)52)42(67)61-35(41(50)66)25-39(49)64/h2-3,7-10,14-17,21,26,33-38,57H,4-6,11-13,18-20,22-25H2,1H3,(H2,49,64)(H2,50,66)(H,58,65)(H,59,70)(H,60,68)(H,61,67)(H,62,69)(H4,51,52,55)(H4,53,54,56)/t33-,34-,35-,36-,37-,38-/m0/s1

Standard InChI Key:  YVYPUJUCAIYRCP-JPRYDEJLSA-N

Molfile:  

     RDKit          2D

 73 77  0  0  0  0  0  0  0  0999 V2000
   23.3106   -5.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0183   -4.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.7260   -5.1797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.0183   -3.9539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.6029   -4.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5132   -3.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7139   -3.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3052   -4.4991    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8521   -5.1063    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   25.4337   -4.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1414   -5.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4337   -3.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1414   -3.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8861   -3.8719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4329   -3.2646    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2250   -2.7268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0208   -2.5593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2722   -1.7877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7286   -1.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9305   -1.3551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6829   -2.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1414   -5.9969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8491   -4.7711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5568   -5.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2645   -4.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5568   -5.9969    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9723   -5.1797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2645   -3.9539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.6800   -4.7711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3877   -5.1797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6800   -3.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3877   -5.9969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.0954   -4.7711    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.8429   -5.0989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3897   -4.4916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9811   -3.7839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.1818   -3.9539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0150   -5.8978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4092   -6.4463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7929   -6.1481    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9650   -6.9470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7429   -7.1974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9150   -7.9962    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   34.3487   -6.6489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.6929   -8.2466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8650   -9.0455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2987   -7.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0766   -7.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6824   -7.4000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   36.2487   -8.7473    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.2593   -9.5939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.6429   -9.2958    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.3592   -7.4955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.5314   -8.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9256   -8.8428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0977   -9.6417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.4919  -10.1902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6641  -10.9891    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.7141   -9.9398    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3877   -3.5453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3877   -2.7281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.0954   -2.3195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.0954   -1.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.8031   -1.0937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   30.3877   -1.0937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2645   -6.4055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2605   -7.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9674   -7.6322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6761   -7.2236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.6734   -6.4022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9660   -5.9973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3843   -7.6312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.3854   -8.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  0
  1  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9  5  1  0
  3 10  1  0
 10 11  1  0
 10 12  1  1
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 17  1  0
 16 13  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 16  1  0
 11 22  2  0
 11 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  6
 25 27  1  0
 25 28  2  0
 27 29  1  0
 29 30  1  0
 29 31  1  1
 30 32  2  0
 30 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 33  1  0
 34 38  1  1
 38 39  2  0
 38 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 42 44  2  0
 43 45  1  0
 45 46  1  0
 45 47  1  1
 47 48  1  0
 48 49  1  0
 48 50  2  0
 46 51  2  0
 46 52  1  0
 41 53  1  6
 53 54  1  0
 54 55  1  0
 55 56  1  0
 56 57  1  0
 57 58  1  0
 57 59  2  0
 31 60  1  0
 60 61  1  0
 61 62  1  0
 62 63  1  0
 63 64  1  0
 63 65  2  0
 26 66  1  0
 66 67  2  0
 67 68  1  0
 68 69  2  0
 69 70  1  0
 70 71  2  0
 71 66  1  0
 69 72  1  0
 72 73  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4102741

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 1028.21

Molecular Weight (Monoisotopic): 1027.4810

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

References

1. Takayama K, Mori K, Tanaka A, Nomura E, Sohma Y, Mori M, Taguchi A, Taniguchi A, Sakane T, Yamamoto A, Minamino N, Miyazato M, Kangawa K, Hayashi Y..  (2017)  Discovery of a Human Neuromedin U Receptor 1-Selective Hexapeptide Agonist with Enhanced Serum Stability.,  60  (12): [PMID:28548497] [10.1021/acs.jmedchem.7b00694]

2. Takayama K,Mori K,Asari T,Sohma Y,Nomura E,Sasaki Y,Taguchi A,Taniguchi A,Miyazato M,Minamino N,Kangawa K,Hayashi Y.  (2020)  Design and synthesis of peptidic partial agonists of human neuromedin U receptor 1 with enhanced serum stability.,  30  (18): [PMID:32721452] [10.1016/j.bmcl.2020.127436]

Source

Source(1):

• Scientific Literature